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Size: 291x332 | Tagged: safe, artist:twiggy doodle, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, blue eyes, branding, female, glasses, heart, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, portrait, rule 63, solo
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Size: 714x548 | Tagged: safe, artist:twiggy doodle, derpibooru import, oc, oc:heartbreak, oc:twiggy doodle, unofficial characters only, earth pony, pony, unicorn, bloodshot eyes, branding, cliff, clothes, dialogue, drugs, duo, female, filly, grass, hat, heart, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, prone, question mark, rule 63, speech bubble, traditional art
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Size: 1024x947 | Tagged: safe, artist:twiggy doodle, derpibooru import, princess celestia, oc, oc:heartbreak, oc:twiggy doodle, earth pony, pony, unicorn, branding, chocolate, clothes, dialogue, doodle, female, food, freckles, hat, heart, human in equestria, human to pony, lineart, male to female, mare, messy mane, my little heartbreak, ribbon, rule 63, sitting, sketch, smiling, sun, teeth, traditional art, yelling
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Size: 3495x2061 | Tagged: safe, artist:razorsharpfang, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, angry, bandage, bed, blood, branding, curtains, drawing, female, frown, heart, human in equestria, human to pony, injured, lineart, lying down, male to female, mare, messy mane, monochrome, moon, my little heartbreak, pillow, rule 63, side, solo, string, train, window, wip
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Size: 4288x3216 | Tagged: safe, artist:verandure, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, blue eyes, branding, clothes, drawing, female, gold, hat, heart, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, rule 63, smiling, solo, traditional art
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Size: 1280x1153 | Tagged: safe, artist:verandure, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, blue eyes, branding, drawing, female, heart, human in equestria, human to pony, lying, lying down, male to female, mare, messy mane, my little heartbreak, on back, rule 63, smiling, solo, traditional art, yarn ball
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Size: 13291x8000 | Tagged: safe, artist:razorsharpfang, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, absurd resolution, angry, bandage, bed, blood, branding, curtains, cyan eyes, drawing, female, frown, grass, heart, hill, human in equestria, human to pony, injured, lying down, male to female, mare, messy mane, moon, my little heartbreak, night, pillow, rule 63, side, solo, string, traditional art, train, window
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Size: 1024x791 | Tagged: safe, artist:samaru163, derpibooru import, oc, oc:aurora borealis, oc:heartbreak, unofficial characters only, earth pony, pony, branding, drawing, duo, female, heart, hoof hold, human in equestria, human to pony, kissing, male to female, mare, messy mane, monochrome, my little heartbreak, rule 63, shocked, surprise kiss, surprised, traditional art
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Size: 540x467 | Tagged: safe, artist:twiggy doodle, derpibooru import, oc, oc:heartbreak, oc:twiggy doodle, unofficial characters only, earth pony, mouse, pony, unicorn, blue eyes, blushing, bust, cute, dialogue, duo, eyes closed, female, glasses, human in equestria, human to pony, kissing, male to female, mare, messy mane, my little heartbreak, portrait, question mark, rule 63
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Size: 398x574 | Tagged: safe, artist:twiggy doodle, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, anxious, blue eyes, female, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, portrait, rule 63, solo, teeth
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Size: 398x574 | Tagged: safe, artist:twiggy doodle, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, anxious, blue eyes, female, human in equestria, human to pony, lip bite, male to female, mare, messy mane, my little heartbreak, portrait, rule 63, solo
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Size: 724x754 | Tagged: safe, artist:twiggy doodle, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, blue eyes, cloud, female, frown, grass, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, rule 63, sad, sky, solo
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Size: 491x1012 | Tagged: safe, artist:twiggy doodle, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, blue eyes, clothes, crying, cute, female, gold, hat, heart, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, rule 63, solo
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Size: 521x527 | Tagged: safe, artist:twiggy doodle, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, cropped, cyan eyes, female, glasses, human in equestria, human to pony, male to female, mare, messy mane, my little heartbreak, portrait, rule 63, smiling, solo
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Size: 1200x1200 | Tagged: safe, artist:twiggy doodle, derpibooru import, oc, oc:heartbreak, unofficial characters only, earth pony, pony, bust, clothes, exclamation point, eyes closed, female, hat, human in equestria, human to pony, lineart, male to female, mare, messy mane, monochrome, my little heartbreak, portrait, rule 63, smiling, solo, sun, teeth, traditional art
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